Black and white rodeo-style artwork of an elderly woman riding a wild bull symbolising the emotional cost of poor UX and debt collection systems.

The impact of a small bad experience

So yesterday I experienced an amazing real-world UX case of how bad UX is costing a smallish business a fortune in time, money, labour, and happiness.

I normally rate these rodeos 4/5, but knowing it’s a 60-year-old lady on the bull, she deserves more than five out of five.

So it’s Monday morning.

My phone rings.
Truecaller says: Spam → Caller name: Dr GSV Rudy.

I ignore it.

The phone rings again.
Still spam.
Ignore.

Third time. I answer.

An already annoyed lady asks if she can speak to “M. Gerstein.”

I immediately go defensive.

“I’m W. Kirstein.”

“Do you know him?”

So I say it’s not me and I don’t know him → then I hang up.

But something about the call felt legit — especially because she sounded Afrikaans, and my wife had broken her arm recently — so I phone back.

A very irritated receptionist answers and you know she’s already had a long day before 9AM.

I explain that I’m both “M” and “W” Gerstein, since it’s probably my handwriting.

She immediately confirms.

Turns out she’s calling about one of my wife’s ER bills from when she broke her arm about two months ago. Apparently, the medical aid or gap cover still hadn’t paid.

I tell her I never received anything.

She confirms my email address in a very condescending way. Because clearly, this woman does not make mistakes.

Then it clicks when she says:

“I’ll resend it… It opens with your cellphone number.”

And hangs up.

Now pause there for a second.

Stay paused a bit longer and reflect… because that one tiny UX decision is costing them a fortune — and slowly killing this lady’s happiness.

When I receive the email, I realise I had seen it before.

I just couldn’t open the attachment because I tried my ID number.

The instruction about using my cellphone number was probably buried somewhere in the email… but we’re all on autopilot these days. And honestly, who reads bills to the end… if at all?

And suddenly this entire experience becomes a UX problem.

Think about what failed here:

  • The sender appeared as spam.
  • The naming mismatch created distrust.
  • The mental model for opening the document didn’t match user expectations.
  • The payment process between provider and medical aid already created frustration before human interaction even started.
  • The receptionist inherited the emotional fallout from a system designed by someone who decided 20 years ago to use a cellphone number instead of an ID number.

What’s interesting is that fixing just one UX issue might solve half the chain reaction.

If the document simply opened with the identifier people naturally expect — like an ID number — maybe:

  • the bill gets opened immediately,
  • the claim gets processed faster,
  • fewer follow-up calls happen,
  • fewer people mark the number as spam,
  • and the receptionist doesn’t start every call already irritated.

That’s the thing about UX.

People think it’s about screens.

Most of the time, it’s actually about emotional debt created by systems that don’t align with human behaviour.

UX Helps companyies save 100x on ROI

Getting UX on too late!

Not hiring a designer is one of the most expensive cost-saving decisions a founder can make.

They do look expensive… And jumping into development looks like speed. Lean team. Moving fast. Saving money. And then you ship — and the cracks show.

Wrong assumptions baked into the product. Features nobody asked for. Users dropping off because something just feels off but nobody can explain why.

You built the wrong product for a non-existent client!

The engineer was smart but didn’t know what he was talking about… Because he is not the user!

Then comes the rebuild. The pivot. The wasted sprint that turns into a wasted quarter.

IBM research puts a number on it. Fixing a problem after release costs up to 100 times more than catching it during the design phase. Not 10 times. A hundred.

That’s not a design argument. That’s a financial one.

A good UX and product designer doesn’t just make things look right. They find the wrong assumptions before they harden into code. They put something in front of a real user when changing direction still costs days, not months.

That’s what early design actually buys you — compression. Less time between assumption and truth. Less runway burned on the wrong thing.

And for founders raising or building toward their next round — fidelity matters.

Not just the fidelity of your designs. The fidelity of your thinking. Investors can tell when a product has been validated versus when it’s been wished into existence.

Design is how you show your working.

The teams that bring a designer in early don’t slow down. They stop wasting money on speed in the wrong direction.

That’s the ROI nobody talks about.

#ProductDesign #UXDesign #StartupFounders #DesignThinking #ROI

Design Thinking Studio

Japanese Oil fryer power adapters make better laptop chargers.

Years ago in the early 2000s Apple changed my view on design and introduced me to design thinking. With a borrowed idea.

Japanese kitchen appliances had been using magnetic cords for years. The thinking was simple — if someone trips over the cord, it releases. No pull, no spill, no mess.

Apple had the same problem on their hands. Broken ports, damaged laptops.

Engineering kept reinforcing the hardware. But the hardware wasn’t failing — people were just tripping over cables. That’s not a design flaw… It’s just Tuesday.

So they applied a kitchen fix to a computer. A connector that releases the moment it’s pulled. MagSafe launched in 2006 and people loved it immediately — not because it was clever, but because it just made sense.

That’s the thing about good design. It doesn’t always come from reinventing anything. Sometimes it’s just paying attention to what’s actually happening and being open enough to find the answer somewhere completely unexpected.

A deep fryer solved a laptop problem.

Nobody saw that coming.

Funding for startups

End of runway… Now you fly!

Sitting in the morning, designing and planning my latest app, I realised it again.

As a creator and founder, my biggest fear is running out of time before anyone gives a damn about what I built.

That’s the real fear. Runway ending. Traction missing. A product that works — but for nobody in particular.

And here’s the brutal part. Most founders hit that wall not because they built badly. Because they built blindly.

Nobody told them the user they imagined doesn’t actually exist the way they imagined them.

That’s a design problem. Specifically — a UX problem nobody prioritised early enough.

Good UX and product design isn’t about screens and colours. It’s about compression. Compressing the time between your assumption and the truth. Putting something real in front of a real person before the build hardens into something you can’t change without a rewrite.

It turns months of “we think users want this” into days of “here’s what they actually said.”

That’s not a nice to have. That’s runway protection.

Every founder says they’re customer obsessed. Very few have a process that proves it before launch.

Design is that process.

If you’re burning cash building something users haven’t validated — you don’t have a development problem. You have a discovery problem.

Discovery is cheap. Rebuilding isn’t.

Let’s grab a coffee!

https://wouterkirstein.com/?p=569

Design helping founders and investors do it safer

Mind The Gap

Building the wrong thing.

For the product owner — wasted sprints, missed market, team credibility gone. For the investor — burned runway, no traction, no exit.

Same fear. Different seats. Same bill.

And here’s what most investors don’t realise they’re funding when design is an afterthought — they’re funding assumptions. Unvalidated. Unchallenged. Baked into code before a single real user ever saw the thing.

That’s not a product risk. That’s a portfolio risk.

The best design process does one thing investors should care deeply about — it makes assumptions visible and killable before they become expensive.

A prototype costs days. A pivot costs months. A wrong product costs the round.

When you’re doing due diligence, don’t just look at the roadmap. Look at how they validate. Look at when design enters the process. Look at whether anyone has actually watched a real user try to use this thing.

Because a team that designs before it builds isn’t just more creative.

They’re less likely to burn your money.

Design isn’t the pretty layer on top. It’s the risk management your term sheet forgot to ask about.

Mind that gap.

Test your ideas in 5 days with Pink Cowboy UX Design and product designer

Why your team being stuck is a design problem

There’s a specific kind of stuck that kills startups. Not the dramatic kind where things blow up. The quiet kind where months go by, the team is busy, everyone looks productive, but there’s nothing to show for it.

I walked into exactly that on an insurance project. The team had been at it for months. Smart people, good intentions, real market need. But every conversation circled back to the same debate. How should the ID scan look? What if the user does this instead of that?

The designers were working at full fidelity before anyone had tested a single assumption. Pixel-perfect screens for flows nobody had validated. It looked impressive in Figma. But it was all built on guesswork.

Analysis paralysis is more common than most founders want to admit.


When I came in, I didn’t ask to see the designs. I started with a low fidelity approach – total collaboration, focused only on the most important requirements.

The graphic designers were not happy.

We ran a five-day design sprint. No high fidelity, no perfecting, no rabbit holes. We started with paper and finished in Balsamiq – rough boxes, basic interactions, just enough to put in front of a real user and learn something.

By Friday we had our first test. And we got it completely wrong.

The flow made sense to us but confused every single user who tested it. We didn’t even get to the ID scan. The team had assumed users understood industry terms like “third party” – they didn’t. Users got stuck way before the clever stuff, somewhere nobody had thought to question.

That failure cost us a couple of hours in design time. If we’d built it out properly first, it could have cost months – maybe millions if it had carried on for a year.


Here’s what most founders miss about failure: a fast failure is not a setback, it’s data. The goal of a sprint isn’t to get it right on the first try. It’s to find out what’s wrong before you’ve committed serious time and money to it.

We went back the following week with a new approach based on what we’d learned. The second prototype tested better. The third better still. A month later, they shipped something real.

The entire project changed not because we had better designers or more budget. It changed because we stopped trying to perfect something nobody had tested yet.


If your team has been building for months and you’re not sure what you actually have, that’s a signal worth paying attention to. The problem usually isn’t talent or effort. It’s the sequence. Perfecting before testing, designing before validating, debating before learning.

A design sprint doesn’t solve everything. But it breaks the cycle. It forces a decision, creates something tangible, and puts it in front of real people fast enough to actually change direction before it’s too late.

Speed plus honest feedback beats perfection every time.


Pink Cowboy is Wouter Kirstein’s design studio, focused on helping founders move fast, test smart, and build on solid foundations.